Guy’s Getaway to Anguilla

Few things in life compare to escaping to an exotic island on a guys’ trip. A few days of ditching life’s daily stresses for awhile in favor of the sun, sand, and surf can do wonders, whether you are looking for a fun trip to relax or planning a bachelor party. Below, we’ve put together a short guide to planning the ultimate guys’ getaway on Anguilla. Read more to learn about all the fun things to do in Anguilla!

Day 1: Tropical Cocktails on the Beach

One of the easiest ways to kick back and enjoy the Anguilla experience is to grab a strong cocktail and lay out on the beach, enjoying the sunshine, the water, and the people watching. Head to spots like SandBar, Scilly Cay (which has infamously strong rum punch), Elvis’ Beach Bar, and Roy’s Bayside Bar & Grill for a laidback ambiance and a drink with your feet in the sand.

Day 2: Thrills on the Water

Water sports are a way of life on Anguilla for locals and visitors alike. You can find just about any activity here, from leisurely activities like swimming and sightseeing cruises to more extreme sports like surfing and kite surfing. Local charter and rental companies like Anguilla Water Sports, Gotcha Garfield’s Tours, Nature Boy, and Scuba Shack will help you and your guests have an awesome time out on the water and explore all the fun things to do in Anguilla, whether you charter a fishing or sailboat, go snorkeling or scuba diving, or rent out kayaks and stand up paddleboards and explore some sea caves.

Day 3: Drinks and Dancing on the Town

Admittedly, things shut down a bit early on Anguilla, like you’ll encounter on most Caribbean islands. However, day drinking and nighttime dancing are prevalent here. The best places in town for a great drink and an even greater time are The Dune Preserve, Elvis’ Beach Bar, The Pumphhouse, and Gwen’s Reggae Bar.

Day 4: Island Style Golf

Anguilla is home to one of the most pristine golf courses in the world, the CuisinArt Resort Golf Course. This PGA course was designed by none other than famed golf course architect Greg Norman. Here, you can take in sweeping views of the Caribbean Sea and Anguilla’s surrounding beauty while challenging yourself on this 18-hole, par 72 championship course. Playing golf on the Island is definitely one of the best things to do in Anguilla!

Day 5: Caribbean Cuisine

Wrap up your time in Anguilla with a decadent Caribbean feast that will have you talking about your meal until your next vacation on Anguilla. Some of the island’s most noted restaurants include da’Vida, Blanchard’s Beach Shack, Sandy Island, Hibernia, KoalKeel, Mango’s, and Straw Hat.

Enjoy Island Style Luxury at Fountain Anguilla

Fountain Anguilla

The Fountain Anguilla Resorts managed by Refined Retreats offer suites, one and two bedroom condominiums with much more space than a typical hotel. Newly constructed with modern amenities and all just steps to famous Shoal Bay Beach!